Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(Methylthio)-1-[4-(trifluoromethyl)phenyl]-1-propanone | HCID 19878428 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19878430 | HCID 19878430 | 59.5% |
Reaction Steps
To 2.02 g of 2-methylthio-4'-(trifluoromethyl)propiophenone dissolved in 20 ml of tetrahydrofuran was added under ice-cooling 0.33 g of a 60% aqueous solution of sodium hydride, and the mixture was reacted at room temperature with stirring until no bubbles were produced. After an addition of 1.27 g of methyl iodide, the mixture was stirred at room temperature for a further 2 hours. The resultant reaction mixture was poured into ice-cooled water and extracted with dichloromethane. The organic layer was washed with water and dried over anhydrous magnesium sulfate. After evaporation of the solvent, the residue was purified by silica gel column chromatography using n-hexane to obtain 1.27 g of an oily product of 2-methylthio-4'-(trifluoromethyl)isobutyrophenone (yield: 59.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05147886 |
|---|
| Source dataset | uspto-grants-1992_09 |
|---|
| ORD ID | ord-72e9ac8aef5b4e5593045358aded8ce3 |
|---|
| Source note | uspto-grants-1992_09 |
|---|